Efficient Allylation of Dihalides: A Versatile Approach to C/N/O‐Functionalized Derivatives

Comprehensive Summary This study presents an efficient and innovative allylation strategy utilizing C/N/O nucleophilic reagents with attenuated reactivity, enabling the construction of versatile allyl compounds. The approach focuses on the sequential allylation of dihalides in large‐scale chemical manufacturing, effectively addressing the challenge of achieving selectivity in cascade reactions. The methodology is centered on the Cu‐catalyzed C ‐olefination of alkynes with dihalides, significantly expediting the synthesis of a diverse array of finely conjugated enyne derivatives. Furthermore, a base‐facilitated sequential condensation process has been developed to achieve the N ‐allylation of hydrazines, yielding a wide range of trisubstituted alkenyl hydrazones. Additionally, the protocol enables the synthesis of high‐value ester compounds through O ‐allylation or esterification with dihalides. This transformation also facilitates the one‐step synthesis of a variety of essential pharmaceuticals, demonstrating its broad synthetic utility and potential.